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1230 South Street, Key West, FL 33040

$3,575,000
Property Type: Residential Bedrooms: 5 Baths: 6 Square Footage: 2,033 Lot Size (sq. ft.): 4,704 Status: Active
Current Price: $3,575,000 List Date: 1/15/2026 Last Modified: 5/02/2026

Overview

Description

Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the interiors, grounding the home in its authentic Key West heritage. Rich ipe decking frames the outdoor living spaces with warmth and permanence. Every impact-rated window and door has been selected to honor the home's historic character while delivering the peace of mind today's discerning buyer expects. At the heart of the property, a brand-new heated pool anchors the lush tropical grounds - part private resort, part quiet sanctuary. A newly constructed pool cottage extends the possibilities further, offering rare flexibility for guests, extended family, or a private studio. On an island ...

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Listing Details MLS# 618118

Location, Tax & Legal

Street #
1230
Street Name
South
Street Suffix
Street
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Tropical Bldt & Investment Co Sub (2.0)
Area
03 - Key West
KW Neighborhood
Midtown West
City
KEY WEST
Off Shore Island
No
Mile Marker
2
Marathon Neighborhood
N/A
Side
Median
Flood Zone
AE
Alternate Key #
1042129
Parcel #
00041450-000000
Zoning
HMDR - Historic Medium Density Residential
Deed Restrictions
No
Legal
KW TROPICAL BLDG AND INVESTMENT CO SUB LOT 15 SQR 5 TR 19 PB1-34 OR182-252 OR411-848 OR2587-682 OR2587-680 OR2597-2369 O
Taxes
9528.54
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No
Species List
No

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
1948
Lot SqFt
4704
Lot Sqft Source
Tax Records
Living Apx SqFt
2033
SqFt Source
Appraisal
Total Bedrooms
5
Full Baths
5
Half Baths
Yes
Total Baths
6
Rentals Allowed
With Restrictions
Min Rental Days
30
Control Depth
0
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

License Info

# of City License
Yes
# of County License
Yes
Non Trans Rntl Lic
Yes

More Information

Building Style

Above Flood
Yes
Conch
Yes

Pool Info

Heated
Yes
Dimensions
30x10
In Ground
Yes
Concrete
Yes
Decked
Yes

Financial Status

Auction
No
Bank Owned
No
Potential Short Sale
No
Standard Sale
Yes

Remarks & Misc

Remarks – Consumer
Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the interiors, grounding the home in its authentic Key West heritage. Rich ipe decking frames the outdoor living spaces with warmth and permanence. Every impact-rated window and door has been selected to honor the home's historic character while delivering the peace of mind today's discerning buyer expects. At the heart of the property, a brand-new heated pool anchors the lush tropical grounds - part private resort, part quiet sanctuary. A newly constructed pool cottage extends the possibilities further, offering rare flexibility for guests, extended family, or a private studio. On an island where space is increasingly precious, this kind of versatility is genuinely hard to find. Inside, natural light moves generously through rooms that shift effortlessly between intimate and expansive. Each bedroom suite has been thoughtfully considered - private, refined, unhurried. The boundary between indoors and out dissolves entirely. But 1230 South Street carries a significance that no spec sheet can fully capture. It is among the final projects of Michael Pelkey, the beloved Key West designer whose work helped define the island's aesthetic for decades. His signature is everywhere - restrained yet soulful, luxurious yet deeply rooted in place. To live here is to inhabit a piece of Key West design history. To own it is to become its steward. Steps from beaches, dining, and the cultural heartbeat of the island, yet fully removed from it when you want to be - this is the rare offering that delivers on every promise. Not just a home. A legacy.

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

Homestead
Yes
None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Gas Appliances
Yes
Ice Machine
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Ductless
Yes
Heat Pump
Yes

Heating

Central
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Wood
Yes

Neighborhood Feature

Beach
Yes
Bike Paths
Yes
Fire Hydrant
Yes
Tennis Courts
Yes

Interior Features

Bar
Yes
Built-in Cabinets
Yes
Cathedral Ceilings
Yes
Dade County Pine
Yes
Granite Counter Top
Yes
Pantry
Yes
Smoke Alarms
Yes
Storage
Yes
Walk-in Closet(s)
Yes
Wet Bar
Yes

Property Condition

New Construction
Yes
Updated/Remodeled
Yes

Specialty Rooms

Laundry Room
Yes

Windows/Doors

Double Hung Windows
Yes
Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes
Other Windows/Doors
Yes
Sliding Glass Doors
Yes
Wood Windows
Yes

Vehicle Storage

Off Street Parking
Yes

Construction

Frame
Yes
Hardi Board Siding
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes
FHA
Yes
VA
Yes

Utilities

Buyer to Verify
Yes
Cable Available
Yes
Elect Separate Meter
Yes
FKAA
Yes
Sewer Available
Yes
Water Separate Meter
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Patio
Yes

Title

Negotiable
Yes

Exterior Features

Detached Guest Qtrs
Yes
Fencing
Yes
Lighting
Yes
Outdoor Shower
Yes
Privacy Wall/Fence
Yes
Rain Gutters
Yes

Pre-Wired

Cable
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead; None License Info: Non Trans Rntl Lic Waterfront: None Waterview: No Waterview Dockage: None Property Condition: New Construction; Updated/Remodeled Building Style: Conch Vehicle Storage: Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Ductless; Heat Pump Heating: Central Utilities: Buyer to Verify; Cable Available; Elect Separate Meter; FKAA; Sewer Available; Water Separate Meter Interior Features: Bar; Built-in Cabinets; Cathedral Ceilings; Dade County Pine; Granite Counter Top; Pantry; Smoke Alarms; Storage; Walk-in Closet(s); Wet Bar Pre-Wired: Cable Specialty Rooms: Laundry Room Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Ice Machine; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Detached Guest Qtrs; Fencing; Lighting; Outdoor Shower; Privacy Wall/Fence; Rain Gutters Pool Info: In Ground; Concrete; Decked Construction: Frame; Hardi Board Siding Floor: Wood Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Beach; Bike Paths; Fire Hydrant; Tennis Courts Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; FHA; VA Title: Negotiable
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: May - 02 - 2026
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